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Updated: May 27, 2026
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Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
1-Diazo-naphthalen-2(1H)-one
Acta Crystallographica. Section E, Structure Reports Online
|November 18, 2011
Summary
This study details the crystal structure of a C(10)H(6)N(2)O molecule, revealing its near-planar geometry. Key findings include an almost linear CN(2) moiety and observed intermolecular hydrogen bonding and pi-pi interactions.
Area of Science:
- Crystallography
- Chemical Physics
Background:
- Understanding molecular structure and intermolecular forces is crucial in materials science and drug design.
- The specific compound C(10)H(6)N(2)O has potential applications that warrant detailed structural investigation.
Purpose of the Study:
- To elucidate the three-dimensional crystal structure of the title compound C(10)H(6)N(2)O.
- To analyze the molecular geometry, including planarity and bond angles.
- To identify and characterize intermolecular interactions such as hydrogen bonds and pi-pi stacking.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of bond lengths, bond angles, and deviations from planarity.
- Identification of intermolecular contacts and their geometric parameters.
Main Results:
- The molecule C(10)H(6)N(2)O exhibits a nearly planar conformation, with a maximum atomic deviation of 0.030(1) Å.
- The cyano-nitrogen-nitrogen (CN(2)) moiety is nearly linear, characterized by a C-N-N angle of 175.50(14)°.
- A single intermolecular C-H⋯O hydrogen bond and pi-pi interactions (shortest centroid distance 3.6832(12) Å) were identified in the crystal lattice.
Conclusions:
- The crystal structure of C(10)H(6)N(2)O is well-defined, confirming its near-planar geometry and specific bond characteristics.
- The presence of intermolecular C-H⋯O hydrogen bonds and pi-pi interactions influences the packing and stability of the crystal structure.
- These findings provide fundamental structural insights relevant for further research and potential applications of this compound.
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